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Check prices for these dates

Next weekend
18 Apr - 20 Apr
In two weeks
25 Apr - 27 Apr
In one month
9 May - 11 May
In two months
6 Jun - 8 Jun

Compare 156 Castles in San Polo in Chianti with updated reviews, rates, and availability.

Cattaleya Rooms
Exterior

Cattaleya Rooms

7.4 out of 10, Good, (6)
"駅から近く便利でした。 綺麗で清潔感なホテルでした。 "
The price is AED 461
AED 536 total
includes taxes & fees
28 Apr - 29 Apr
Cattaleya Rooms
Loft Castello e colline
Property grounds

Loft Castello e colline

10.0 out of 10, Exceptional, (1)
"We had a truly great time at this castle. It was everything we had hoped for during our stay. The castle is updated while keeping a lot of it's original charm. Driving to it was so scenic, with tons of green rolling hills to drive through and an olive tree lined path just before you get to the castle. It is not very far from Siena. And the church bells from the clock tower were very relaxing. Highly recommended."
Loft Castello e colline
Montegufoni 34 - Apartment by Castello di Montegufoni in Tuscany
Outdoor dining

Montegufoni 34 - Apartment by Castello di Montegufoni in Tuscany

9.0 out of 10, Wonderful, (9)
"El edificio principal tiene encanto y un entorno muy bonito pero la casita donde nos alojamos estaba en medio del parking y por lo tanto ninguna tranquilidad."
Montegufoni 34 - Apartment by Castello di Montegufoni in Tuscany
Castle of Volognano
Outdoor dining

Castle of Volognano

10.0 out of 10, Exceptional, (32)
"Property is stunning and hosts and property manager are very kind. "
Castle of Volognano
Medieval Castle 15 km from Florence, in the heart of "Chianti Classico" region
Exterior

Medieval Castle 15 km from Florence, in the heart of "Chianti Classico" region

10.0 out of 10, Exceptional, (22)
"Giovanni and his crew were everything we could have wanted and more. This place was incredible. We stayed here and had our wedding here and it was one of the best trips. Everything was very clean and organized. We loved everything about this place. We will definitely be back."
Medieval Castle 15 km from Florence, in the heart of "Chianti Classico" region
[CASTELLO DI CASALTA FLORENCE⭐⭐⭐⭐⭐] Vineyards | Pool
Exterior

[CASTELLO DI CASALTA FLORENCE⭐⭐⭐⭐⭐] Vineyards | Pool

10.0 out of 10, Exceptional, (2)
"We enjoyed this quirky (lots of steps) but delightful rental. All the bedrooms with ensuite baths ensured privacy for everyone. The small kitchen was very well outfitted and we enjoyed cooking dinners there with wonderful indoor and outdoor eating options. The pool was refreshing with lovely views. The managers were attentive to our every need and very friendly and accessible. I would definitely come again!"
[CASTELLO DI CASALTA FLORENCE⭐⭐⭐⭐⭐] Vineyards | Pool
Stunning private Castle 9 BR - 8 BA with pool just 7 miles from Florence!
Outdoor pool

Stunning private Castle 9 BR - 8 BA with pool just 7 miles from Florence!

10.0 out of 10, Exceptional, (6)
"It’s not often that 19 members of an American family have the occasion to be treated like royalty in a magnificent Tuscan castle! The physical venue, including the antique furniture to the billiard table to the large classic dining room table and carved chairs, is matched by the views of cypress trees, olive groves, vineyards and stone towers dating to the 1300s. The views of the hills and villages around us were unparalleled. The comfort level was modern and superb. The people involved in...
Stunning private Castle 9 BR - 8 BA with pool just 7 miles from Florence!
charming castle apartement with glorious views
Exterior

charming castle apartement with glorious views

9.6 out of 10, Exceptional, (47)
"This was our third time staying in this castle apartment. It’s a lovely little piece of heaven. We love everything about it. The views are simply spectacular! We love the kitchen and prepared several meals while there. The location is great and the town is so very cute. There are great restaurants all around and it’s an easy drive to lots of other little towns, restaurants, and shops and wineries. We like going to the market day in the Piazza and to the Coop for little bits of groceries. ...
charming castle apartement with glorious views
Montegufoni 23 - Apartment in Castello di Montegufoni in Tuscany
Outdoor dining

Montegufoni 23 - Apartment in Castello di Montegufoni in Tuscany

9.8 out of 10, Exceptional, (14)
"This location was magical! "
Montegufoni 23 - Apartment in Castello di Montegufoni in Tuscany
Villa Osbert - Holiday Rental by Castello di Montegufoni in Tuscany
Outdoor dining

Villa Osbert - Holiday Rental by Castello di Montegufoni in Tuscany

9.2 out of 10, Wonderful, (29)
"The location and history is wonderful. The grounds are wonderful. The restaurant is handy and the property is well appointed. The water pressure is very poor and we had an box elder infestation, we actually left a day early without a refund. The staff was helpful and pleasant. The laundry facility is basic with one machine and one setting, and you have to schedule use."
Villa Osbert - Holiday Rental by Castello di Montegufoni in Tuscany
Panoramic castle with large pool on the walls. Ideal for weddings and events
Pool

Panoramic castle with large pool on the walls. Ideal for weddings and events

9.4 out of 10, Exceptional, (3)
"Nicola was a welcoming and efficient host responding quickly to enquiries and needs. The castle is a great Tuscan experience in a beautiful location throwing you back in time. We rented the entire property that offered needed air conditioning needed during a very hot spell and a perfectly refreshing pool. Nicola arranged beautiful dinners on the terrace overlooking the Tuscan hills as we sampled wine made from Sangiovese grapes from the property. The location is less than 30-60 minutes from...
Panoramic castle with large pool on the walls. Ideal for weddings and events
3th Century Castle Retreat with Private Pool, AC, and Dedicated Staff
Outdoor pool

3th Century Castle Retreat with Private Pool, AC, and Dedicated Staff

10.0 out of 10, Exceptional, (3)
"Cabbiavoli was the gathering place for our two week celebration with family and friends for my husband’s retirement. We were within an hour of every place we wanted to visit (Florence, Siena, Piza, Volterra) and even got to do the Cinque Terre hike, albeit a long day but so worth the two hour drive time! The train being so close made all excursions possible. Wineries are very close and within driving distance. Cabbiavoli itself is loaded with history and its grounds and views are breathtaking....
3th Century Castle Retreat with Private Pool, AC, and Dedicated Staff
Montegufoni 33 - Holiday Rental by Castello di Montegufoni in Tuscany
Outdoor dining

Montegufoni 33 - Holiday Rental by Castello di Montegufoni in Tuscany

9.6 out of 10, Exceptional, (17)
"Beautiful place to visit. We knew it was a bit far from town so we were disappointed that the restaurant had such limited hours, only 3 hours in the evening and no place to get coffee in the morning. Also did have a temporary issue with the water pressure in one bathroom."
Montegufoni 33 - Holiday Rental by Castello di Montegufoni in Tuscany
Montegufoni 4 - Holiday Rental by Castello di Montegufoni in Tuscany
Outdoor dining

Montegufoni 4 - Holiday Rental by Castello di Montegufoni in Tuscany

9.6 out of 10, Exceptional, (27)
"We had booked an apartment (no. 4) in Montegufoni for 2 weeks from the end of July to the beginning of August 2024. The location of the castle is very beautiful and quiet. The charm of the old castle is really charming. The staff were all very friendly. Our apartment was located outside the castle. It was 50 to 100 meters to the castle on foot. Unfortunately, the pictures in the advertisement did not show the poor condition of the apartment. It had not been renovated over the years. The...
Montegufoni 4 - Holiday Rental by Castello di Montegufoni in Tuscany
Nice apartment for 8 guests with A/C, pool, WIFI, veranda, panoramic view and parking
Outdoor dining

Nice apartment for 8 guests with A/C, pool, WIFI, veranda, panoramic view and parking

8.8 out of 10, Excellent, (15)
Nice apartment for 8 guests with A/C, pool, WIFI, veranda, panoramic view and parking
Castello di Mugnana
Courtyard

Castello di Mugnana

9.6 out of 10, Exceptional, (22)
"Stayed in third floor tower panorama room and views were STUNNING"
Castello di Mugnana
Montegufoni 24 - Apartment in Castello di Montegufoni in Tuscany
Outdoor dining

Montegufoni 24 - Apartment in Castello di Montegufoni in Tuscany

9.4 out of 10, Exceptional, (6)
"Gorgeous property. Full of history. Great location to explore the Tuscan countryside. After staying in Florence this property was a breath of fresh air!"
Montegufoni 24 - Apartment in Castello di Montegufoni in Tuscany
Montegufoni 21 - Apartment in Castello di Montegufoni in Tuscany
Outdoor dining

Montegufoni 21 - Apartment in Castello di Montegufoni in Tuscany

9.6 out of 10, Exceptional, (15)
Montegufoni 21 - Apartment in Castello di Montegufoni in Tuscany
Nice apartment for 4 guests with WIFI, pool and parking
Outdoor dining

Nice apartment for 4 guests with WIFI, pool and parking

9.6 out of 10, Exceptional, (7)
"The rooms were wonderful! The staff very nice and accommodating. The restaurant had fantastic food! We were in a beautiful location. The castle was great to explore!"
Nice apartment for 4 guests with WIFI, pool and parking
Montegufoni - Montegufoni 1b
Outdoor dining

Montegufoni - Montegufoni 1b

Montegufoni - Montegufoni 1b
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in San Polo in Chianti

Hu Firenze Camping In Town
Seasonal outdoor pool

Hu Firenze Camping In Town

8.8 out of 10, Excellent, (1363)
"Great location nearby Florence. Place us giid and clean"
The price is AED 401
AED 471 total
includes taxes & fees
15 Apr - 16 Apr
Hu Firenze Camping In Town
Forte16
Terrace/patio

Forte16

9.6 out of 10, Exceptional, (787)
"Excellent hotel"
The price is AED 830
AED 964 total
includes taxes & fees
4 May - 5 May
Forte16
Fattoria il Milione Agriturismo
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Fattoria il Milione Agriturismo

4.0 star property
8.2 out of 10, Very Good, (175)
"Amazing view. Large facility. Liked the old charm. Road to get there, verrrry narrrrrow...."
The price is AED 350
AED 443 total
includes taxes & fees
27 Apr - 28 Apr
Fattoria il Milione Agriturismo
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.